Technology Process of [(4R,6S)-6-((4R,6S)-6-Benzyl-2,2-dimethyl-[1,3]dioxan-4-ylmethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-methanol
There total 14 articles about [(4R,6S)-6-((4R,6S)-6-Benzyl-2,2-dimethyl-[1,3]dioxan-4-ylmethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-methanol which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
Multi-step reaction with 16 steps
1: t-BuLi / tetrahydrofuran / -105 °C
2: t-BuLi / tetrahydrofuran / -105 °C
3: aq. oxalic acid / diethyl ether
4: 94 percent / NaBH4 / methanol / -78 °C
5: 93 percent / NaH / tetrahydrofuran
6: 91 percent / nBu3SnH, AIBN / toluene / 100 °C
7: Ca/NH3(l)
8: NEt3, DMAP / CH2Cl2
9: 72 percent / LiI, NaHCO3 / dimethylformamide / 80 °C
10: t-BuLi / tetrahydrofuran / -105 °C
11: t-BuLi / tetrahydrofuran / -105 °C
12: aq. oxalic acid / diethyl ether
13: NaBH4 / methanol / -78 °C
14: NaH / tetrahydrofuran
15: nBu3SnH, AIBN / toluene / 100 °C
16: 83 percent / Ca/NH3(l)
With
dmap; sodium tetrahydroborate; 2,2'-azobis(isobutyronitrile); ammonia; tert.-butyl lithium; tri-n-butyl-tin hydride; oxalic acid; sodium hydride; sodium hydrogencarbonate; calcium; triethylamine; lithium iodide;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4039(99)00645-0
- Guidance literature:
-
Multi-step reaction with 15 steps
1: t-BuLi / tetrahydrofuran / -105 °C
2: aq. oxalic acid / diethyl ether
3: 94 percent / NaBH4 / methanol / -78 °C
4: 93 percent / NaH / tetrahydrofuran
5: 91 percent / nBu3SnH, AIBN / toluene / 100 °C
6: Ca/NH3(l)
7: NEt3, DMAP / CH2Cl2
8: 72 percent / LiI, NaHCO3 / dimethylformamide / 80 °C
9: t-BuLi / tetrahydrofuran / -105 °C
10: t-BuLi / tetrahydrofuran / -105 °C
11: aq. oxalic acid / diethyl ether
12: NaBH4 / methanol / -78 °C
13: NaH / tetrahydrofuran
14: nBu3SnH, AIBN / toluene / 100 °C
15: 83 percent / Ca/NH3(l)
With
dmap; sodium tetrahydroborate; 2,2'-azobis(isobutyronitrile); ammonia; tert.-butyl lithium; tri-n-butyl-tin hydride; oxalic acid; sodium hydride; sodium hydrogencarbonate; calcium; triethylamine; lithium iodide;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4039(99)00645-0